Kissimmee vacation rentals
We found 213 vacation rentals in Kissimmee — enter your dates to book direct
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Book direct on Houfy and find a vacation rental that matches your expectations among all these great properties in Kissimmee. Each of the accommodations are being offered directly by owners and managers. Book direct and save up to 25% in commissions and service fees on Houfy.
Featured vacation rentals on Houfy
Featured
Ocean Front Villa, Private Pool, BBQ and more!
5 Bedrooms 4 Bathrooms
4.91
22 reviews
22 reviewsFeatured
The Villa Pine
4 Bedrooms 2.5 Bathrooms
4.84348 reviews
348 reviewsFeatured
Luxurious Canal Front Home in Islamorada
4 Bedrooms 3 Bathrooms
4.9416 reviews
16 reviewsFeatured
Stylish Getaway in the Heart of Wynwood ~ Balcony!
2 Bedrooms 2 Bathrooms
54 reviews
4 reviewsFeatured
Paradise Found! Beautiful Oceanfront house
3 Bedrooms 2 Bathrooms
543 reviews
43 reviewsFeatured
Pompano Beach Area Apartment
2 Bedrooms 2 Bathrooms
Featured
Charming Studio walking distance from The Beach!
0 Bedroom 1 Bathroom
51 review
1 reviewFeatured
Beach House Villa Salgado With Pool Near 7 Beaches
9 Bedrooms 5 Bathrooms
4.6324 reviews
24 reviewsLast minute specials on Houfy
Last minute
Encanto- 2 Bedroom Beachfront Condo - Simpson Bay!
2 Bedrooms 2 Bathrooms
521 reviews
21 reviews$3700.71
$3737.35 | 10% OFF
Dates: Mar 17 2024 - Mar 28 2024
Last minute
Encanto- 2 Bedroom Beachfront Condo - Simpson Bay!
2 Bedrooms 2 Bathrooms
521 reviews
21 reviews$1028.46
$1634.10 | 40% OFF
Dates: Dec 11 2023 - Dec 14 2023
Last minute
Riley's Retreat + Cottage
6 Bedrooms 5 Bathrooms
$189270.00
$236418.75 | 20% OFF
Dates: Aug 26 2023 - Dec 31 2023
Most viewed vacation rentals in Kissimmee
Our guests viewed these book direct rentals the most.
Beautiful cozy Retreat near Disney- spacious condo
3 Bedrooms • 2 Bathrooms
4.84100 reviews
100 reviews
Charming Home Perfect for Relaxation and Gateaway
4 Bedrooms • 2 Bathrooms
535 reviews
35 reviews
Enchanted Rose Villa
10 Bedrooms • 8 Bathrooms
51 review
1 review
VENETIAN BAY (2280SV)
3 Bedrooms • 2 Bathrooms
Brand-new Storey Lake 9-bedroom villa w/ lake view
9 Bedrooms • 5 Bathrooms
542 reviews
42 reviews
Storey Lake townhouse 4 BD/3 BA - Sleeps 10
4 Bedrooms • 3 Bathrooms
4.8561 reviews
61 reviews
The Magical Mansion
8 Bedrooms • 5 Bathrooms
55 reviews
5 reviews
Lakeside Villa
3 Bedrooms • 2 Bathrooms
4.7878 reviews
78 reviewsSearch 213 vacation rentals in Kissimmee
Recommended vacation rentals in Kissimmee
Luxury lake view villa near Disney w. private pool
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4 Bedrooms • 3 Bathrooms
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Bella Vida Dream
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Enchanted Hideaway
6 Bedrooms • 4.5 Bathrooms
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🌴Spacious 4BD/3BA Min➡️Disney Universal Seaworld
4 Bedrooms • 3 Bathrooms
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9 reviewsVacation houses with pools in Kissimmee
LB4703-♥ Elegant ⭐⭐⭐⭐⭐ w/Pool °o° Disney Area No Carpet
4 Bedrooms • 2 Bathrooms
Disney-Universal, South Facing Pool, Game Room
3 Bedrooms • 2 Bathrooms
4.9625 reviews
25 reviews
Kawaii Disney Villa
5 Bedrooms • 5 Bathrooms
52 reviews
2 reviews
BV1031- Private Pool Townhouse near to Disney - Bella Vida
3 Bedrooms • 2.5 Bathrooms
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